2-{[(tert-butoxy)carbonyl]amino}-3-(5-methoxy-1H-indol-3-yl)propanoic acid

• ChemBase ID: 39215
• Molecular Formular: C17H22N2O5
• Molecular Mass: 334.36698
• Monoisotopic Mass: 334.15287181
• SMILES: c1(ccc2c(c1)c(c[nH]2)CC(C(=O)O)NC(=O)OC(C)(C)C)OC
• Canonical SMILES: COc1ccc2c(c1)c(c[nH]2)CC(C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C17H22N2O5/c1-17(2,3)24-16(22)19-14(15(20)21)7-10-9-18-13-6-5-11(23-4)8-12(10)13/h5-6,8-9,14,18H,7H2,1-4H3,(H,19,22)(H,20,21)
• InChIKey: RFEFILRKWWZSFK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(tert-butoxy)carbonyl]amino}-3-(5-methoxy-1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: 2-[(tert-butoxycarbonyl)amino]-3-(5-methoxy-1H-indol-3-yl)propanoic acid
• Synonyms: Boc-5-methoxy-DL-tryptophan

Database IDs

• MDL Number: MFCD02682366
• PubChem SID: 161002522
• PubChem CID: 18993594

CALCULATED PROPERTIES

• Acid pKa: 3.9227507
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.9270288
• LogD (pH = 7.4): -0.6908858
• Log P: 2.5108032
• Molar Refractivity: 87.539 cm^3
• Polarizability: 35.202667 Å^3
• Polar Surface Area: 100.65 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false